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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H38N6O4
Molecular Weight 438.5642
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INOGATRAN

SMILES

NC(=N)NCCCNC(=O)[C@@H]1CCCCN1C(=O)[C@@H](CC2CCCCC2)NCC(O)=O

InChI

InChIKey=CDPROXZBMHOBTQ-SJORKVTESA-N
InChI=1S/C21H38N6O4/c22-21(23)25-11-6-10-24-19(30)17-9-4-5-12-27(17)20(31)16(26-14-18(28)29)13-15-7-2-1-3-8-15/h15-17,26H,1-14H2,(H,24,30)(H,28,29)(H4,22,23,25)/t16-,17+/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H38N6O4
Molecular Weight 438.5642
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Inogatran is a low molecular weight dipeptide and competitive thrombin inhibitor developed by Aktiebolaget Astra for the potential treatment of arterial and venous thrombotic diseases. lnogatran reversibly binds to the catalytic site of the thrombin molecule, thereby in a stoichiometric fashion inhibiting both clot-bound thrombin. Its biological half-life in plasma is about 1 h and it is evenly eliminated in the urine and bile. lnogatran has shown promising antithrombotic effects in a porcine model of coronary thrombosis. Unfortunately, Inogatran failed to demonstrate superior efficacy and safety to unfractionated heparin as antithrombotic agent and clinical development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vitro effects of inogatran, a selective low molecular weight thrombin inhibitor.
1997 Jan 15
Patents

Sample Use Guides

boluses of 1-10, 2-75 or 5-50 mg inogatran followed by a continuous infusion of 2-0, 50 and 10-Omg/h for 72h.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:28:11 GMT 2023
Edited
by admin
on Fri Dec 15 16:28:11 GMT 2023
Record UNII
428409I84L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INOGATRAN
INN  
INN  
Official Name English
inogatran [INN]
Common Name English
N-((1R)-2-CYCLOHEXYL-1-(((2S)-2-((3-GUANIDINOPROPYL)CARBAMOYL)PIPERIDINO)CARBONYL)ETHYL)GLYCINE
Systematic Name English
Code System Code Type Description
INN
7285
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
PUBCHEM
66005
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL114715
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
EVMPD
SUB08190MIG
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
WIKIPEDIA
INOGATRAN
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID50165895
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
MESH
C099871
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
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FDA UNII
428409I84L
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
CAS
155415-08-0
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
NCI_THESAURUS
C166712
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
SMS_ID
100000083418
Created by admin on Fri Dec 15 16:28:11 GMT 2023 , Edited by admin on Fri Dec 15 16:28:11 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY